Maiden Maid

The author may be contacted at controlher@hotmail.comThis is the story of orphans that become of age in 1933 and what they are forced to do to survive the Great Depression.

Maiden MaidIt was a cold night in the winter of 1933. Only the roaring fire from the mammoth fireplace in the study lighted the room. Eighteen year old Sarah shivered, not from the cold, but from the fear. She was naked, bent over the large upholstered chair, the fire playing over her naked skin. She was kneeling on the seat, her upper body hanging over the top of the chair, her breasts hanging down. Her legs were spread wide, touching the arms of the chair. She could feel her pussy lips and ass cheeks spread open. She felt so naked and vulnerable. She could hear Master Michael, her employer behind her. She heard the sound of his clothes rustling as they fell to the floor as he removed his dressing gown.

It was only a month since she was brought from the orphanage to work for Master Michael as his housemaid. Or that is what they told her. She thought she was lucky to have found such a great job. She was to work in a great manor, room and board furnished. The food was excellent, the accommodations grandiose compared to what she had lived in most of her life at the orphanage. The economy had turned bad and there was so much poverty. She felt lucky to have even got a job. Others at the orphanage were released when they were eighteen to a miserable existence. She soon found out he expected more out of her. That is how she found herself in this predicament, naked waiting for Master Michael to take her virginity.

It had gone from bad to worse since she started the job. It began with his leering glares, seemingly undressing her. It than went to the “accidental” touching of her body as she worked. Than there was the spanking for breaking the glass, her rounded butt raised up over his lap, her skirts pulled up exposing her corset, his hard cock pressing into her. Each day he became more bold and insistent. Bedtime became the worse time. He would bring her into his study. He wore his dressing gown and she soon found out he was naked beneath. She would be forced to stand before him as he began to take liberties with her body. Soon he forced her to service him, on her knees before him, her clothes in disarray, his cock in her mouth until he filled her with his hot cum. Tonight she was stripped naked and bent over the chair. He had told her that he would fuck her tonight. She felt him behind her, his hard cock rubbing over her naked and spread pussy. She cried out as his cock entered her, breaking her hymen, taking her virginity forever. His hard cock began to stroke hard into her, her blood lubricating it, allowing him the liberty to take deep strokes into her virgin body, forcing gasps of pain from her lips.

Sarah was five feet five inches tall. Her features were not striking except for her hair. It was red and over the years had grown long and full. It now hung down past her waist and covered her butt. It was the only possession that Sarah had in her life. Her body was slim, mostly caused by the little food that the orphanage had provided her with. Her breasts were small, but firm, her nipples a light brown, about the size of a quarter. Her waist was small, her butt rounded and firm. A bright red bush of hair framed her pussy.

Sarah’s life had started bad and over her short eighteen years had not got much better. At the young age of three, both of her parents were killed in a fire. Relatives had not claimed her so she became a ward of the state. She lived in a series of orphanages for females and there were times when she was brought before families interested in adopting her, but as she became older, the visits became less frequent. Most families wanted a baby, not a teenager. Life in the orphanages became more difficult as the depression began. Food, while never plentiful, became even more scarce. The dormitory style rooms became more crowded as families could no longer care for their children. Where there were once twenty beds in the room, they now held thirty. Younger children were forced to sleep in the same bed with older children. At the age of eighteen, the state was no longer required to provide care for an orphan and they were released into the cruel world. The depression had hit severely, with unemployment at 25%. With little skills, those released became prostitutes to support themselves or lived in one of the Hoovervilles, tented communities of people with little hope or future.

Sarah thought her life had finally turned for the better. It happened on a Monday, over a month ago. Her birthday was tomorrow. While most people looked forward to their eighteenth birthday, Sarah feared it. She would be released from the sheltered life she had lived. While it was sparse, it did not require her to do much. A little cleaning and cooking, but she did have a roof over her head and a meager meal to eat. She had read in the paper that there were large numbers of people that did not have either, and it was getting worse. The orphanage did educate her, but did little to provide her with the necessary skills to survive in the world she knew little of.

Sarah was summoned to the head of the orphanage. Mr. Smith had been the head of the orphanage for over five years now. He was the only male in the whole building, even the maintenance personnel were females. He was mid forties, slightly balding with a small paunch. Food was not scarce for him. He thrived while the orphanage did not. He took a cut out of all the funds provided to the orphanage for its upkeep in addition to his meager salary. He also made money by getting some of the girl’s “jobs” with the many wealthy, single older men he knew. These individuals were extremely wealthy, in spite of the depression. They lived alone and required housemaids to care for the impressive mansions. But they required more. They knew the depression had brought many individuals to extreme measures to survive. They also wanted their housemaids to service their friends and themselves sexually. Their tastes were quite jaded and required very docile females. Mr. Smith’s orphanage had proven to provide the right type of individual for their tastes. The girls led very sheltered life, very few males allowed in. Their sexual experience consisted of lonely masturbation taught by the older girls with most of the girls that had spent long periods of time in orphanages being virgins.

Mr. Smith, over the course of years, had become an excellent gauge of the type that would provide what the men desired. He had an eye on Sarah for the last year. Her bright red, long hair was a novelty that would be sought out by his benefactors. He often fantasized of Sarah, naked, her long red hair hiding her naked ass, her bright red pussy hair outlining her virgin pussy. He would have loved to be the first one to fuck her, but the others would pay him handsomely to be the first. He had other girls in the orphanage that pleasured him sexually. He usually had at least one of the older girls as a sexual plaything for himself. She would come to his office once a week and behind a locked door he would partake of her. It began as punishments for offenses, spankings and than canings as he found more serious infractions to accuse her of. Eventually she would be forced to strip naked, bent over his desk as he took a cane to her upraised ass. The cane was extremely cruel and painful. The recipient’s ass would be sore for over a week. It was only a short time later, she would consent to letting him fuck her in her mouth, cunt and even her asshole. Anything to escape the cruel lash of the cane.

There was a knock on his door and Sarah entered the room. Michael was seated in a chair on the other side of the room. Mr. Smith was seated behind his de
sk. He had already discussed Sarah with Micha
el and had agreed that he would pay $500.00 if he approved of Sarah. This was almost six months salary to him and he was eager to make the deal. In order to clinch the deal, he had provided Sarah with a new dress, one that highlighted her charms for the meeting. It had cost him $2.00 but she was worth the investment.

Sarah was surprised that someone else was in the room. Mr. Smith had summoned her, but she did not know the reason. She thought it was odd that she was given a new dress to wear, but she figured it was given to her because she was going to leaving the next day. She looked extremely beautiful. It was a simple print dress with a tapered waistband and ended at mid-calf. The fashions had changed drastically since the 1920’s, with hemlines falling, but the tightness of it clung to her figure, especially her ass. It was black and her bright red hair silhouetted the dress. She saw Michael leering at her and she should have realized it at the time, but she was too nervous. “You wanted me, Mr. Smith?”

“Yes, Sarah. I have some good news for you. Since tomorrow is your eighteenth birthday, you have to leave the orphanage. The depression has really hit the country bad and jobs are almost non-existent. But I think I have a solution for your problem. Michael here is a good friend of mine. He is looking for a new housemaid and I have told him about you.”

“Oh, thank you Mr. Smith. I did not know what would happen after today. I have heard from some of the other girls that have left the orphanage and most have not done well. There is many living in poverty in the streets and I know of one that turned to prostitution to live.”

“Michael, this is Sarah.”

“Hello, Sarah. I am looking for a housemaid. I am very wealthy and I have a large mansion on the other side of town. It has 15 rooms and 6 bedrooms. I live alone, but I do frequently entertain guests. This job would provide room and board as well as a very modest salary. Clothing would also be furnished, as you would be required to dress as I desire. You would have to be available to me seven days a week at whatever time I desire. Your job would require you to call me Master Michael and would require obedience to my wishes. I can be a very demanding boss, but you would have a very lovely room and bath to yourself and you would have the same food available to you that I eat. With the salary provided, you would be extremely well off compared to the society as a whole now. Do you think you can fulfill my wishes, Sarah?”

Sarah looked nervously at Michael. He was about the same age as Mr. Smith, forty-five being extremely old to someone only eighteen. He was in much better physical condition than Mr. Smith. He was about five feet, ten-inches tall, a slim waist and had a bronze glow to his skin. His long sandy brown hair highlighted his youthful appearance. She had some apprehension about living in a house with a man alone, but the house was huge. She had few options. It was either this or the street tomorrow. She would have to do whatever was required of her to make sure she got and kept the job. She knew that it might be difficult at times, but her life had never been easy. Maybe this was the break she deserved. “Yes, Master Michael, I will do as you desire. I appreciate this opportunity and will do everything to fulfill your desires as my employer. Mr. Smith, I appreciate your confidence in my abilities and will not let you down.”

Mr. Smith smiled at Michael. “You may have your Chauffeur pick up Sarah tomorrow morning at 10:00. She will be packed and ready to begin work. I am sure that she will please you in every manner. I don’t think she wants to end up on the streets. The winter is coming and the weather is turning bad. Sarah, you may go back to your room and say goodbye to your friends. Your new life starts tomorrow and good luck.”

“Thank you Mr. Smith and thank you Master Michael. I will not disappoint either one of you.” Sarah turned and left the room, all eyes on her ass as she walked out.

Michael turned to Mr. Smith after Sarah left the room. “I think she will do nicely. It will not be long before I have her trained. If you would like, in appreciation, you may come over in about two months and I will let you fuck her. I saw the way you lusted after her. She should be quite docile by than and I am sure she will be everything you fantasized about. And here is the $500.00 as agreed upon. She is a remarkable girl, especially that red hair. My friends are going to literally love her.” Michael handed the money to Mr. Smith. He got up and left the room.

Mr. Smith counted the money after he left. He had done extremely well and the added bonus of fucking Sarah made his cock hard. “Mrs. Dorsett, will you please have Claudia come to my office and than you may leave early today? You have been working very hard lately and you deserve the time off.” Mr. Smith smirked, he wanted to fuck Claudia, his latest orphan plaything. His cock was so hard, thinking of Michael stripping Sarah naked and fucking her, the red hair flowing on the bed as he was between her legs, his cock pushing deep inside of her.

“Yes, Mr. Smith and thank you for the time off. My children will be surprised to see me early. Is Claudia going to be punished again, I heard that she misbehaved in Mrs. Johnson’s class yesterday?” Mrs. Dorsett knew that Mr. Smith was sexually abusing Claudia, but it was none of her business. She had a job and she did not want to lose it for a stupid orphan.

“Yes, that girl will be the ruin of this orphanage, it seems like every week I have to punish her for some transgression. But she must learn to live by the rules of society before we release her to the world. It is crueler out there than it is in here. And good news, Michael is hiring Sarah as his housemaid. He will arrange to pick her up at 10:00 tomorrow, so make sure she is ready.”

“I am glad to hear that. Sarah is a good girl, a little naïve, but she will do well in the position.” Mrs. Dorsett also knew of what happened to some of the girls that left and went to work for some of Mr. Smith’s rich friends. They might have to do some things that they do not want to, but life is tough, especially for orphans. You have to make compromises in life. “Good night, Mr. Smith, and Claudia will be down in fifteen minutes.” Mrs. Dorsett closed the door, picked up her personal items and went to tell Claudia of Mr. Smith’s request.

Mrs. Dorsett went into the dormitory where Claudia lived. She would not be lucky as Sarah. Mr. Smith had used her too much, he would not try to sell her to his rich friends. They only liked naïve, virgins. They enjoyed forcing them to humiliate themselves in front of others and than taking their virginity. They did not want experienced girls, they could easily buy prostitutes on the street. “Claudia, Mr. Smith wants you in his office immediately. I think it has to do with the disturbance you caused in Mrs. Johnson’s class yesterday. You must learn to obey or you will continue to get punished.” Mrs. Dorsett looked at her, feeling sorry for her, but it was not her problem.

Claudia got up from the bed hesitantly. She knew that Mr. Smith was going to take her sexually again. He had already forced her to suck his cock until he came in her mouth. Last week he fucked her in her pussy, taking her virginity as she lay, naked, bent over the desk, her legs spread, her ass in the air. He said that he would take her asshole next. She could not believe that anyone would want to even touch someone’s asshole, let alone put a cock in it. Her asshole was so tiny, Mr. Smith’s cock so large, she did not understand how it would fit. She smoothed her dress down her legs and walked silently to Mr. Smith’s office and knocked on the door.

“Enter, Claudia, please come in, I have been expecting you.” Mr. Smith rubbed his cock through his pants as Claudia came into the room. “Shut the
door and lock in,” he ordered her. Claudia was about the same h
eight as Sarah, but the resemblance ended there. Claudia had dirty blonde hair, very large breasts and flowing hips. She seemed to be made for fucking and Mr. Smith took advantage of that. “Mrs. Johnson told me you were disruptive in her class yesterday. I do not want to hear any excuses. You know the punishment, a spanking.” Mr. Smith pulled his chair out from behind the desk, leaving a lot of room for Claudia to lay her body over his lap. He patted his lap, motioning Claudia to assume the position.

Claudia cringed when she heard Mr. Smith’s command. He hit her ass hard, making it painful to sit for a few days, but at least he did not say he was going to use the cane. “Yes, Sir,” as she moved towards him. She reached the chair and bent over his lap very carefully, her head moving down toward the floor as her ass was upraised on his lap. She could feel his hard cock push into her stomach. She felt his hand move down on her back and begin to rub sensuously over her back and move down towards her ass as he steadied her body. She felt his hands gather up her skirt and begin to pull it up her legs. She had not expected this and she cringed at the thought of baring her body to him again. The skirt rode up higher until it reached the top of her corset. His hand now reached her naked flesh, moving over her naked legs.

Mr. Smith felt the smooth skin of Claudia as he slowly uncovered her body. He pulled the skirt up higher until he reached her waist, her lower body only covered by the one-piece corset that went from her breasts down to her pussy. “I am afraid this is not going to work very well. I want to spank your naked ass, so please stand up and remove all of your clothing, Claudia.”

Claudia paused, the request bringing a new fear to her. She would be naked. She stood up and did as she was requested, the dress falling to the floor. She stood there temporarily and than began to remove her corset. It slowly pushed down her body, her breasts breaking free from the tight confinement first and than moving down her stomach until it pulled down off of her pussy. She let it fall to the floor, one hand moving over her naked breasts, the other over her pussy. She looked at the floor, not wanting to look into Mr. Smith’s eyes.

“Stand up straight and put your hands to your sides. You have an extremely lovely body and I want to see it.” Claudia’s hands moved to the side, revealing her breasts, standing up with little sag even with their large size. Her nipples were large and becoming erect from the cool air in the room. “Spread your legs open,” he ordered and Claudia’s legs began to part, her pussy lips slowly opening. He could see the embarrassment in Claudia’s face and his cock hardened, knowing that he was humiliating her. “You must not be ashamed of your body, it is very beautiful and I love it when it is spread open before me. Now, let’s continue, back into position.”

Claudia bent over Mr. Smith’s lap again, this time her naked breasts rubbing against his legs, her hard cock now pushing into her naked stomach. She felt the hands return again, this time caressing her naked flesh. His hands urgently rubbed over her naked ass, grabbing the flesh tightly with his fingers, the skin turning red. She felt a finger trace down the crack of her ass and she tightened her asscheeks, preventing any further exploration.

“SSSMMMMAAAACCCCKKK,” the sound rang out in the room, the pain flashing into Claudia’s brain as Mr. Smith spanked her right ass cheek hard with the flat part of his hand. He watched as she tightened her asscheeks again. His hand returned again, this time hitting her left cheek, the noise ringing out into the room. He heard her gasp in pain as her ass began to turn red already.

“Please, Mr. Smith, that hurts too bad, I will be good, no more please,” she begged. But she knew it would do no good. She could feel his cock jerk against her stomach after each slap. He was enjoying this. The blows hailed down on her ass, alternating between the right side and the left, each time harder. She squirmed on his lap, the pain intensifying, his cock jerking hard against her.

Mr. Smith felt her stomach rubbing against his hard cock as he continued to spank the young, naked flesh before him. The resilient flesh bounced back each time but continued to redden as the relentless spanking lasted long minutes. Finally he stopped spanking.

Claudia felt relief as the hand stopped hitting her ass. Tears were running down her cheeks, her ass feeling like it was on fire. She moaned in pain as the hand rubbed her hot flesh. She felt Mr. Smith reach over to the table and pick up a bottle of oil. She watched out of the corner of her eye as he opened the bottle and began to pour it over her naked cheeks. His hand moved over her flesh, rubbing the oil into her skin, soothing the painful flesh.

“Relax your cheeks, or the spanking will continue,” he ordered her. He watched as Claudia let her ass cheeks go loose. His fingers moved back between the cheeks, searching out the crack in her ass, the baby oil spreading with his fingertips. He felt her tense up again as his fingers neared her naked anus. “This is your last warning, relax your cheeks and let me have my way.” Claudia relented and the fingers moved lower and pulled her cheeks apart.

Claudia began to blush as she felt the fingers spreading her cheeks open. She knew that her anus was now exposed, the cool air blowing on her exposed flesh. She felt more oil being poured on her anus and than cringed as a finger searched out her most intimate part. The finger pushed against her anus and than suddenly pushed in, spearing her anus with his finger.

Mr. Smith felt her sphincter grab onto his finger, squeezing it tightly. It felt like a vise on it. He could only imagine what it was going to feel like when his cock pushed into her asshole. He would soon find out, he intended to fuck her in the ass tonight. He felt her squirm around on his lap as his finger pushed deeper into her anus, entering her rectum. She tightened again, trapping the finger deep inside her. “Relax, I am going to loosen up your asshole with my fingers, than you are going to take my cock up your ass. It will hurt a lot worse unless you cooperate, either way my cock will be up your asshole soon.”

It felt terrible as his finger wormed itself into her anus, pushing her tender flesh aside as it ruthlessly plunged into her anal tract. She squirmed on his lap. She realized that she was probably giving him great pleasure, her stomach rubbing his hard cock as she squirmed, but she could not lay still as he fingered her anus. She felt uncomfortable and full as the finger pushed in and out of her anus. She gasped as one finger became two and her anus had to stretch wide to receive the cruel digits. “Please, that hurts too much,” she begged as the fingers now pushed deeper into her flesh. She felt them stretch her open, the fingers feeling like tiny animals crawling inside her, moving in and out, expanding as they entered deep inside her, pulling and stretching her anal tract as they pulled out. A little more oil was poured on her anus and the fingers now pushed in deeper and began to stroke her faster, gliding over the oil.

Mr. Smith removed his fingers from her anus, not before giving her a rather cruel thrust deep inside her rectum, his fingers tearing at her flesh, driving a scream of pain from her lips. “Stand up, with your back to me.” Claudia stood up and moved in front of Mr. Smith, her back to him. Mr. Smith put his hand hands on her hips and began to draw her back toward him.

Claudia felt her body being pulled toward him. His legs pushed between her, forcing her to spread them open wider, until they were open at least three feet. She moved backward until she felt his cock push against the inside of her thighs. It was hard and erect. She felt the head of his cock rub against her, his hot precum rubbing on her thighs.

Mr. Smith pulled Claudia down toward his lap, her legs spr
ead wide, her ass cheeks open and exposed. “Now relax your asshole, Claudia, it will go much easier.” He poured some oil on his cock, lubricating it for entry into her tight asshole. He felt her anus slowly engulf the fat head of his cock. He felt her body tighten as her anus slowly began to expand to accept his cock.

Claudia felt her anus began to spread open as she was slowly forced onto the rigid member. She was slowly being lowered onto his cock, her own weight driving her asshole down on his cock. “Please, not in my ass, fuck my pussy, anything but that,” she cried, hoping that her words would excite him, anything to escape the hard cock forcing her anus open. She felt the urgent hands lower her further down on the cock. She cried out in pain as her anus stretched wide and engulfed the head of his cock. She felt her sphincter grip it tightly and she held her body still, anything to stop the pain. “Don’t move, it hurts too much,” she cried out, tears running down her face as she was forced to fuck her asshole down on his cock.

Mr. Smith allowed Claudia to pause, it felt good, her asshole gripping his cock. She was half sitting, half standing, her tiny anus spread wide over his cock. Only the head was in her ass, he still had six inches of cock to push deep into her colon. He stroked her flesh, his hands running over her hips as he began to push her back down on his cock. He wanted to feel the heat of her asshole as it sucked in his cock. “Now deeper, I want your asshole to take my cock all the way in. Don’t stop until you are sitting on my cock, buried deep inside your asshole.”

Claudia cried as she felt her body being maneuvered. Hands pushed her down on the cock as her asshole felt like a spear was being forced into her tender, young flesh. She could feel every ridge and bump on his cock as he pulled her down, than back up and than down again, this time deeper. It felt like her skin was tearing as she was forced to spread open. She felt the wetness, not sure if it was the oil or was her blood. Claudia screamed as the cock pushed deep inside her, each time she was pushed down further onto his cock until finally she was sitting on his lap, his cock deeply embedded in her colon. “Please, be still, it hurts so bad, don’t move.” It felt better when he did not move. She did not like the cock in her asshole, but it was less painful than if he took it out.

Mr. Smith felt Claudia’s asshole massaging his cock as it was sucked into her hot flesh. Her sphincter kept trying to push the cock out, giving him pleasure as it tightened on his cock. He felt her body trembling as his hand reached around her and grabbed at her breasts. His fingers sought out her nipples, pulling and twisting them, forcing them to get harder. She began to twist on his lap, trying to escape the cruel fingers biting into her tender nipples. His hips pushed up, forcing his cock further into her asshole, the pain alternating between her nipples and her asshole. “Time to fuck me with your asshole, Claudia. Do a good job or it will be the cane.”

Claudia cringed at his command. He wanted her to fuck his cock with her asshole. This would hurt immensely. If she did not, she would be caned, and even than she would probably be fucked up the ass in the end. Claudia grimaced and began to pull up her hips, his cock slowly slipping from her asshole. It felt strange as the cock was pulled from her asshole, it feeling empty as it pulled out. She moved up until only her sphincter grabbed the head. She felt Mr. Smith’s hands on her hips and she knew he wanted to force her down on his cock again. She wanted to move down slowly, he wanted hard.

Mr. Smith pulled Claudia down, his cock again gripped tightly as it was pulled inside her anal tract. He pushed down on her hips hard, forcing his cock in hard and fast. A scream burst from Claudia’s mouth, but that only made his cock harder as he ripped into her virgin anal tract. He forced her down until he was fully embedded inside of her, his cock jerking in pleasure. “Up again, pull your asshole from my cock,” he ordered, his hands urging her hips back up again.

Claudia felt the hands pull her up than force her back down hard onto his cock, spearing into her flesh. Her asshole was continually buffeted by the cruel cock, spreading her open, her body fighting to keep the cock out. His cock moved faster and faster into her flesh, his hands pulling and pushing her up and down on his cock. She could feel the hands becoming more urgent as he began to raise his hips up on each stroke, driving his cock deeper and deeper into her body. He moved faster and faster until she felt his cock begin to get bigger, a fresh batch of pain bursting into her body as he stretched her colon. He pulled her down suddenly onto his cock, forcing all of her weight down until he was as deep inside of her as possible. She felt his cock jerk and than felt the hot cum shoot deep inside of her colon. She began to cry, the humiliation overtaking her as she was used as a receptacle for his cum. She could not believe that her body could be used in such a perverse way, her asshole forced to masturbate his cock, just like her pussy did. Another shot of hot cum filled her colon, his cock pulsing in her anal tract as his cum filled her.

Mr. Smith’s cock shot inside of her, filling her with his hot cum. He felt her asshole gripping his cock as he climaxed inside this young beauty, her ass sitting on his cock, seeing her anus spread tightly around his flesh as he emptied his balls inside her. He allowed Claudia to slump down on, her asshole still gripping his cock as it began to shrink. “Pull off of my cock,” he ordered her, his hands pulling her hips up. He watched as she slowly rose from his lap, his cock slowly pulling from her anus, now red and swollen from the fucking it received. He heard a pop as his head slowly pulled out, cum leaking from her anus, still open and swollen as he pushed her forward. He pushed her off of him. “Get dressed and go to your room, and next time behave in class.” He got up and left Claudia in the room, still naked, his cum running from her asshole, down her thighs. Her tear stained face looked at him as he left the room.